EA001148B1 - Производные пиримидин-4-она - Google Patents
Производные пиримидин-4-она Download PDFInfo
- Publication number
- EA001148B1 EA001148B1 EA199800802A EA199800802A EA001148B1 EA 001148 B1 EA001148 B1 EA 001148B1 EA 199800802 A EA199800802 A EA 199800802A EA 199800802 A EA199800802 A EA 199800802A EA 001148 B1 EA001148 B1 EA 001148B1
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- propyl
- pyrimidin
- thieno
- butyl
- chloro
- Prior art date
Links
- DNCYBUMDUBHIJZ-UHFFFAOYSA-N 1h-pyrimidin-6-one Chemical class O=C1C=CN=CN1 DNCYBUMDUBHIJZ-UHFFFAOYSA-N 0.000 title claims description 61
- 150000001875 compounds Chemical class 0.000 claims abstract description 78
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 12
- 150000002367 halogens Chemical group 0.000 claims abstract description 12
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims abstract description 11
- 125000001544 thienyl group Chemical group 0.000 claims abstract description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 9
- 239000001257 hydrogen Substances 0.000 claims abstract description 9
- 150000002431 hydrogen Chemical class 0.000 claims abstract description 9
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims abstract description 6
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims abstract description 5
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims abstract description 3
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims abstract description 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract 4
- 229910052794 bromium Inorganic materials 0.000 claims description 7
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 6
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 6
- 239000000460 chlorine Substances 0.000 claims description 6
- 229910052801 chlorine Inorganic materials 0.000 claims description 6
- 229910052740 iodine Inorganic materials 0.000 claims description 6
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 3
- 239000011630 iodine Substances 0.000 claims description 3
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 2
- 230000008520 organization Effects 0.000 claims 1
- -1 chloro, bromo, iodo Chemical group 0.000 abstract description 72
- 125000006528 (C2-C6) alkyl group Chemical group 0.000 abstract description 3
- JHAFRCJTGMYVSJ-UHFFFAOYSA-N 2-butoxy-3-butyl-6-chlorothieno[2,3-d]pyrimidin-4-one Chemical compound O=C1N(CCCC)C(OCCCC)=NC2=C1C=C(Cl)S2 JHAFRCJTGMYVSJ-UHFFFAOYSA-N 0.000 abstract 1
- CJRGHPAIYULYFB-UHFFFAOYSA-N 2-butoxy-6-chloro-3-(2-methylpropyl)thieno[2,3-d]pyrimidin-4-one Chemical compound O=C1N(CC(C)C)C(OCCCC)=NC2=C1C=C(Cl)S2 CJRGHPAIYULYFB-UHFFFAOYSA-N 0.000 abstract 1
- LZMFGFKYKCKLQA-UHFFFAOYSA-N 2-butoxy-6-chloro-3-propylthieno[2,3-d]pyrimidin-4-one Chemical compound O=C1N(CCC)C(OCCCC)=NC2=C1C=C(Cl)S2 LZMFGFKYKCKLQA-UHFFFAOYSA-N 0.000 abstract 1
- JXWOFJPIKGHWDP-UHFFFAOYSA-N 3-butyl-6-chloro-2-propoxythieno[2,3-d]pyrimidin-4-one 6-chloro-2-(2-methylpropoxy)-3-propylthieno[2,3-d]pyrimidin-4-one Chemical compound ClC1=CC2=C(N=C(N(C2=O)CCCC)OCCC)S1.ClC1=CC2=C(N=C(N(C2=O)CCC)OCC(C)C)S1 JXWOFJPIKGHWDP-UHFFFAOYSA-N 0.000 abstract 1
- YDKFEACZTSJXOL-UHFFFAOYSA-N 6-bromo-2-(2-methylpropoxy)-3-propylthieno[2,3-d]pyrimidin-4-one Chemical compound O=C1N(CCC)C(OCC(C)C)=NC2=C1C=C(Br)S2 YDKFEACZTSJXOL-UHFFFAOYSA-N 0.000 abstract 1
- VFGFROBOGLBZJE-UHFFFAOYSA-N 6-bromo-2-butoxy-3-(2-methylpropyl)thieno[2,3-d]pyrimidin-4-one Chemical compound O=C1N(CC(C)C)C(OCCCC)=NC2=C1C=C(Br)S2 VFGFROBOGLBZJE-UHFFFAOYSA-N 0.000 abstract 1
- UMLHLAICSKGKFF-UHFFFAOYSA-N 6-bromo-2-butoxy-3-butylthieno[2,3-d]pyrimidin-4-one Chemical compound O=C1N(CCCC)C(OCCCC)=NC2=C1C=C(Br)S2 UMLHLAICSKGKFF-UHFFFAOYSA-N 0.000 abstract 1
- ZXPCPWLUSQNIBD-UHFFFAOYSA-N 6-bromo-2-butoxy-3-propylthieno[2,3-d]pyrimidin-4-one Chemical compound O=C1N(CCC)C(OCCCC)=NC2=C1C=C(Br)S2 ZXPCPWLUSQNIBD-UHFFFAOYSA-N 0.000 abstract 1
- VQRFQFAPGBGKAO-UHFFFAOYSA-N 6-bromo-2-ethoxy-3-(2-methylpropyl)thieno[2,3-d]pyrimidin-4-one Chemical compound O=C1N(CC(C)C)C(OCC)=NC2=C1C=C(Br)S2 VQRFQFAPGBGKAO-UHFFFAOYSA-N 0.000 abstract 1
- JOJQSHXDZRAVHR-UHFFFAOYSA-N 6-bromo-3-(2-methylpropyl)-2-propoxythieno[2,3-d]pyrimidin-4-one Chemical compound O=C1N(CC(C)C)C(OCCC)=NC2=C1C=C(Br)S2 JOJQSHXDZRAVHR-UHFFFAOYSA-N 0.000 abstract 1
- JMLZOGHKGDKZMN-UHFFFAOYSA-N 6-bromo-3-butyl-2-propoxythieno[2,3-d]pyrimidin-4-one Chemical compound O=C1N(CCCC)C(OCCC)=NC2=C1C=C(Br)S2 JMLZOGHKGDKZMN-UHFFFAOYSA-N 0.000 abstract 1
- SWGRDPUHUINFTI-UHFFFAOYSA-N 6-chloro-2-ethoxy-3-(2-methylpropyl)thieno[2,3-d]pyrimidin-4-one Chemical compound O=C1N(CC(C)C)C(OCC)=NC2=C1C=C(Cl)S2 SWGRDPUHUINFTI-UHFFFAOYSA-N 0.000 abstract 1
- IXRUZEMDNAMNFO-UHFFFAOYSA-N 6-chloro-2-propoxy-3-propylthieno[2,3-d]pyrimidin-4-one Chemical compound O=C1N(CCC)C(OCCC)=NC2=C1C=C(Cl)S2 IXRUZEMDNAMNFO-UHFFFAOYSA-N 0.000 abstract 1
- XDTHAZDCXRZKJQ-UHFFFAOYSA-N 6-chloro-3-(2-methylpropyl)-2-propoxythieno[2,3-d]pyrimidin-4-one Chemical compound O=C1N(CC(C)C)C(OCCC)=NC2=C1C=C(Cl)S2 XDTHAZDCXRZKJQ-UHFFFAOYSA-N 0.000 abstract 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 66
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 56
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- 241000196324 Embryophyta Species 0.000 description 46
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 42
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 24
- 239000002904 solvent Substances 0.000 description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 23
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 22
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 20
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- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 16
- 239000000843 powder Substances 0.000 description 15
- 238000010992 reflux Methods 0.000 description 15
- 208000015181 infectious disease Diseases 0.000 description 14
- 238000000034 method Methods 0.000 description 14
- 239000003921 oil Substances 0.000 description 14
- 235000019198 oils Nutrition 0.000 description 14
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 13
- 241000233866 Fungi Species 0.000 description 12
- 238000005481 NMR spectroscopy Methods 0.000 description 12
- 239000012074 organic phase Substances 0.000 description 12
- 229910052938 sodium sulfate Inorganic materials 0.000 description 12
- 235000011152 sodium sulphate Nutrition 0.000 description 12
- 238000006277 sulfonation reaction Methods 0.000 description 12
- 239000012043 crude product Substances 0.000 description 11
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 11
- 239000004480 active ingredient Substances 0.000 description 10
- 235000014121 butter Nutrition 0.000 description 10
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 10
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 9
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- 230000000694 effects Effects 0.000 description 9
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 6
- JRNVZBWKYDBUCA-UHFFFAOYSA-N N-Chlorosuccinimide Substances ClN1C(=O)CCC1=O JRNVZBWKYDBUCA-UHFFFAOYSA-N 0.000 description 6
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- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
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- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 description 1
- UPRXAOPZPSAYHF-UHFFFAOYSA-N lithium;cyclohexyl(propan-2-yl)azanide Chemical compound CC(C)N([Li])C1CCCCC1 UPRXAOPZPSAYHF-UHFFFAOYSA-N 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
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- XWPZUHJBOLQNMN-UHFFFAOYSA-N metconazole Chemical compound C1=NC=NN1CC1(O)C(C)(C)CCC1CC1=CC=C(Cl)C=C1 XWPZUHJBOLQNMN-UHFFFAOYSA-N 0.000 description 1
- DGGJQLCAYQCPDD-UHFFFAOYSA-N methyl 2-aminothiophene-3-carboxylate Chemical compound COC(=O)C=1C=CSC=1N DGGJQLCAYQCPDD-UHFFFAOYSA-N 0.000 description 1
- RKBLURUDWDTMOB-UHFFFAOYSA-N methyl 3-isothiocyanatothiophene-2-carboxylate Chemical compound COC(=O)C=1SC=CC=1N=C=S RKBLURUDWDTMOB-UHFFFAOYSA-N 0.000 description 1
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- ZUHZZVMEUAUWHY-UHFFFAOYSA-N n,n-dimethylpropan-1-amine Chemical compound CCCN(C)C ZUHZZVMEUAUWHY-UHFFFAOYSA-N 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 230000001069 nematicidal effect Effects 0.000 description 1
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- 150000002825 nitriles Chemical class 0.000 description 1
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- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
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- 230000037361 pathway Effects 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
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- 125000005498 phthalate group Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 235000021018 plums Nutrition 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- IUBQJLUDMLPAGT-UHFFFAOYSA-N potassium bis(trimethylsilyl)amide Chemical compound C[Si](C)(C)N([K])[Si](C)(C)C IUBQJLUDMLPAGT-UHFFFAOYSA-N 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- NTTOTNSKUYCDAV-UHFFFAOYSA-N potassium hydride Chemical compound [KH] NTTOTNSKUYCDAV-UHFFFAOYSA-N 0.000 description 1
- 229910000105 potassium hydride Inorganic materials 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- JKANAVGODYYCQF-UHFFFAOYSA-N prop-2-yn-1-amine Chemical compound NCC#C JKANAVGODYYCQF-UHFFFAOYSA-N 0.000 description 1
- STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
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- 238000000746 purification Methods 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- IBBLRJGOOANPTQ-JKVLGAQCSA-N quinapril hydrochloride Chemical compound Cl.C([C@@H](C(=O)OCC)N[C@@H](C)C(=O)N1[C@@H](CC2=CC=CC=C2C1)C(O)=O)CC1=CC=CC=C1 IBBLRJGOOANPTQ-JKVLGAQCSA-N 0.000 description 1
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- 230000035484 reaction time Effects 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 229920005552 sodium lignosulfonate Polymers 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- PYODKQIVQIVELM-UHFFFAOYSA-M sodium;2,3-bis(2-methylpropyl)naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S([O-])(=O)=O)=C(CC(C)C)C(CC(C)C)=CC2=C1 PYODKQIVQIVELM-UHFFFAOYSA-M 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 235000019337 sorbitan trioleate Nutrition 0.000 description 1
- 229960000391 sorbitan trioleate Drugs 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
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- 239000003381 stabilizer Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 235000021012 strawberries Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 235000013616 tea Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 125000004055 thiomethyl group Chemical group [H]SC([H])([H])* 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- ZEMGGZBWXRYJHK-UHFFFAOYSA-N thiouracil Chemical class O=C1C=CNC(=S)N1 ZEMGGZBWXRYJHK-UHFFFAOYSA-N 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 244000045561 useful plants Species 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH63596 | 1996-03-11 | ||
| PCT/EP1997/001056 WO1997033890A1 (en) | 1996-03-11 | 1997-03-03 | Pyrimidin-4-one derivatives as pesticide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EA199800802A1 EA199800802A1 (ru) | 1999-04-29 |
| EA001148B1 true EA001148B1 (ru) | 2000-10-30 |
Family
ID=4191613
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EA199800802A EA001148B1 (ru) | 1996-03-11 | 1997-03-03 | Производные пиримидин-4-она |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US6262058B1 (id) |
| EP (1) | EP0888359B1 (id) |
| JP (1) | JP2000506171A (id) |
| KR (1) | KR100482919B1 (id) |
| CN (1) | CN1213373A (id) |
| AR (1) | AR006154A1 (id) |
| AT (1) | ATE216999T1 (id) |
| AU (1) | AU716248B2 (id) |
| BG (1) | BG102764A (id) |
| BR (1) | BR9708314A (id) |
| CZ (1) | CZ288498A3 (id) |
| DE (1) | DE69712331T2 (id) |
| DK (1) | DK0888359T3 (id) |
| EA (1) | EA001148B1 (id) |
| ES (1) | ES2176697T3 (id) |
| ID (1) | ID16214A (id) |
| IL (1) | IL125589A0 (id) |
| NZ (1) | NZ331175A (id) |
| PL (1) | PL328777A1 (id) |
| PT (1) | PT888359E (id) |
| TR (1) | TR199801813T2 (id) |
| TW (1) | TW449462B (id) |
| WO (1) | WO1997033890A1 (id) |
| ZA (1) | ZA972041B (id) |
Families Citing this family (310)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU6478396A (en) * | 1995-07-05 | 1997-02-05 | E.I. Du Pont De Nemours And Company | Fungicidal pyrimidinones |
| GB9725445D0 (en) * | 1997-12-01 | 1998-01-28 | Ciba Geigy Ag | Organic compounds |
| ATE224643T1 (de) | 1997-05-08 | 2002-10-15 | Aventis Cropscience Uk Ltd | Verwendung von thienopyrimidinen als fungizide |
| GB9718737D0 (en) | 1997-09-04 | 1997-11-12 | Ciba Geigy Ag | Pesticide |
| GB9802355D0 (en) | 1998-02-04 | 1998-04-01 | Ciba Geigy Ag | Organic compounds |
| WO1999067202A1 (en) * | 1998-06-19 | 1999-12-29 | Syngenta Participations Ag . | Process for preparation of pyrimidinone derivatives |
| GT199900185A (es) | 1998-11-06 | 2001-04-18 | Novedosa pirimidin-4-enamina como fungicida. | |
| GB9827162D0 (en) * | 1998-12-10 | 1999-02-03 | Novartis Ag | Organic compounds |
| TW200306155A (en) | 2002-03-19 | 2003-11-16 | Du Pont | Benzamides and advantageous compositions thereof for use as fungicides |
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| DD240892A1 (de) * | 1985-04-26 | 1986-11-19 | Univ Halle Wittenberg | Verfahren zur herstellung von in 3-stellung sauer substituierten 2-alkylthio-thieno/2.3-d/pyrimidin-4-onen |
| JPH07107056B2 (ja) | 1987-01-30 | 1995-11-15 | 日清製粉株式会社 | ４（３ｈ）−キナゾリノン誘導体、その製造方法およびそれを有効成分とする抗潰瘍剤 |
| BR9406662A (pt) * | 1993-05-12 | 1996-02-06 | Du Pont | Composto metodo de controle de doenças de plantas composição fungicida e método de controle de mildio de pó de trigo |
| US5753664A (en) * | 1995-03-16 | 1998-05-19 | Takeda Chemical Industries, Ltd. | Heterocyclic compounds, their production and use |
| WO1997002256A1 (en) * | 1995-06-30 | 1997-01-23 | Fujisawa Pharmaceutical Co., Ltd. | Depsipeptide derivative, process for production thereof, and novel intermediate therefor |
| AU6478396A (en) * | 1995-07-05 | 1997-02-05 | E.I. Du Pont De Nemours And Company | Fungicidal pyrimidinones |
-
1997
- 1997-03-03 ES ES97907065T patent/ES2176697T3/es not_active Expired - Lifetime
- 1997-03-03 DE DE69712331T patent/DE69712331T2/de not_active Expired - Fee Related
- 1997-03-03 CZ CZ982884A patent/CZ288498A3/cs unknown
- 1997-03-03 US US09/125,760 patent/US6262058B1/en not_active Expired - Fee Related
- 1997-03-03 AT AT97907065T patent/ATE216999T1/de not_active IP Right Cessation
- 1997-03-03 CN CN97192939A patent/CN1213373A/zh active Pending
- 1997-03-03 BR BR9708314A patent/BR9708314A/pt not_active Application Discontinuation
- 1997-03-03 DK DK97907065T patent/DK0888359T3/da active
- 1997-03-03 TR TR1998/01813T patent/TR199801813T2/xx unknown
- 1997-03-03 PL PL97328777A patent/PL328777A1/xx unknown
- 1997-03-03 KR KR10-1998-0707155A patent/KR100482919B1/ko not_active Expired - Fee Related
- 1997-03-03 EA EA199800802A patent/EA001148B1/ru not_active IP Right Cessation
- 1997-03-03 EP EP97907065A patent/EP0888359B1/en not_active Expired - Lifetime
- 1997-03-03 JP JP9532076A patent/JP2000506171A/ja not_active Ceased
- 1997-03-03 WO PCT/EP1997/001056 patent/WO1997033890A1/en not_active Ceased
- 1997-03-03 PT PT97907065T patent/PT888359E/pt unknown
- 1997-03-03 IL IL12558997A patent/IL125589A0/xx unknown
- 1997-03-03 AU AU19250/97A patent/AU716248B2/en not_active Ceased
- 1997-03-03 NZ NZ331175A patent/NZ331175A/en unknown
- 1997-03-07 ID IDP970730A patent/ID16214A/id unknown
- 1997-03-07 AR ARP970100925A patent/AR006154A1/es unknown
- 1997-03-10 TW TW086102901A patent/TW449462B/zh not_active IP Right Cessation
- 1997-03-10 ZA ZA9702041A patent/ZA972041B/xx unknown
-
1998
- 1998-09-10 BG BG102764A patent/BG102764A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NZ331175A (en) | 2000-02-28 |
| AU716248B2 (en) | 2000-02-24 |
| TW449462B (en) | 2001-08-11 |
| DK0888359T3 (da) | 2002-08-12 |
| PL328777A1 (en) | 1999-02-15 |
| TR199801813T2 (xx) | 1998-12-21 |
| EP0888359B1 (en) | 2002-05-02 |
| AR006154A1 (es) | 1999-08-11 |
| PT888359E (pt) | 2002-10-31 |
| JP2000506171A (ja) | 2000-05-23 |
| CN1213373A (zh) | 1999-04-07 |
| BR9708314A (pt) | 1999-08-03 |
| KR100482919B1 (ko) | 2005-10-12 |
| DE69712331T2 (de) | 2002-11-28 |
| WO1997033890A1 (en) | 1997-09-18 |
| ATE216999T1 (de) | 2002-05-15 |
| EA199800802A1 (ru) | 1999-04-29 |
| US6262058B1 (en) | 2001-07-17 |
| IL125589A0 (en) | 1999-03-12 |
| ES2176697T3 (es) | 2002-12-01 |
| BG102764A (en) | 1999-09-30 |
| DE69712331D1 (de) | 2002-06-06 |
| EP0888359A1 (en) | 1999-01-07 |
| KR19990087690A (ko) | 1999-12-27 |
| AU1925097A (en) | 1997-10-01 |
| ID16214A (id) | 1997-09-11 |
| CZ288498A3 (cs) | 1998-12-16 |
| ZA972041B (en) | 1997-09-29 |
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